(R)-2,2-dimethyl-5-(1-(3-(triisopropylsilyloxy)phenyl)-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione | 1189170-99-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2,2-dimethyl-5-(1-(3-(triisopropylsilyloxy)phenyl)-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione
• 英文别名: 2,2-dimethyl-5-[(1R)-3-trimethylsilyl-1-[3-tri(propan-2-yl)silyloxyphenyl]prop-2-ynyl]-1,3-dioxane-4,6-dione
• CAS: 1189170-99-7
• 化学式: C₂₇H₄₂O₅Si₂
• 分子量: 502.798
• InChiKey: AXADMZFFHXGYEO-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-2,2-dimethyl-5-(1-(3-(triisopropylsilyloxy)phenyl)-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione 、 苯胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Enantioselective Rhodium-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acids with TMS-acetylene

  摘要：

  The enantiosetective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.

  DOI：

  10.1021/ja905336p
• 作为产物：
  描述：

  2,2-dimethyl-5-(3-(triisopropylsilyloxy)benzylidene)-1,3-dioxane-4,6-dione 、 三甲基乙炔基硅 在 (S)-(6,6'-dimethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(bis(3,5-dimethylphanyl))phosphine 、 [Rh(OH)(cod)]2 作用下， 以 乙二醇二甲醚 为溶剂， 反应 66.0h， 生成 (R)-2,2-dimethyl-5-(1-(3-(triisopropylsilyloxy)phenyl)-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione 、 (S)-2,2-dimethyl-5-(1-(3-(triisopropylsilyloxy)phenyl)-3-(trimethylsilyl)prop-2-ynyl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Enantioselective Rhodium-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acids with TMS-acetylene

  摘要：

  The enantiosetective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.

  DOI：

  10.1021/ja905336p

文献信息

• Enantioselective Rhodium-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acids with TMS-acetylene
  作者：Eric Fillion、Alexander K. Zorzitto

  DOI：10.1021/ja905336p

  日期：2009.10.21

  The enantiosetective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.